New iridium(III) complexes with applicato as photo-catalyst and for the treatment of cancer

  • UNIVERSIDAD DE BURGOS
  • From Spain
  • Responsive
  • Patents for licensing

Summary of the technology

Researchers from the University of Burgos have patented a synthetic process of cationic Iridium(III) complexes with formula (I). Moreover, they have developed a one-pot protocol for the regioselective synthesis of 3-thiocyanato indoles (II) from their corresponding indolines. On the other hand, the use of these Ir(III) complexes as potential therapeutic photosensitizers for antitumor photodynamic therapy is also protected.

New and innovative aspects

The Iridium(III) complexes described in this patent exhibit singular characteristics that differentiate them from known complexes. They show significant activity as photocatalysts or photosensitizers, absorbing energy from light and transferring it to oxygen to form reactive oxygen species (ROS) that act as efficient and environmentally friendly oxidants. Furthermore, the synthesis of the Iridium(III) complexes is carried out under mild conditions and shows good yields.

Main advantages of its use

  • High stability of Iridium(III) complexes in solution.
  • They present excellent photostability under different light sources, then the range of possible applications increases considerably.
  • As photocatalysts, the use of the low energy visible-light prevents secondary reactions from taking place and therefore the reactions are more selective.
  • The one-pot regioselective synthesis of 3-thiocyanato indoles from indolines, is more economical, since it is not necessary to isolate and purify the intermediate products.
  • In therapeutic applications, the new complexes show high photocytotoxicity index (PI = IC50,dark/IC50,light).

Specifications

The cationic Iridium(III) complexes of formula (Mn+)(X-)n show two 2-phenylpyridinate ligands coordinated to the Ir(III) ion through the nitrogen atom of the pyridine ring and one of the carbon atoms of the phenyl group; and a ligand derived from β -carboline, which is bonded to the Ir(III) via two nitrogen atoms. These complexes can be used as photocatalysts in organic synthesis or as photosensitizers.

In organic synthesis, these complexes allow the regioselective synthesis of 3-thiocyanato indoles from indolines through a one-pot process. First, the process involves two steps: dehydrogenation of indolines and, subsequently, thiocyanation of the intermediate indoles. Both reaction steps imply the use of oxygen in the presence of light and the use of Iridium(III) complexes as photocatalysts.

Applications

Potential applications of the new Ir(III) complexes are as follow:

  • Photooxidation reactions in organic synthesis
  • Use as photocatalysts in thiocyanation reactions of indoles.
  • Photosensitizers in photodynamic therapy in the treatment of cáncer.
  • Preparation of a drug for the treatment of cancer, in combination with radiotherapy, that is, the drug is administered together with, or before, the administration of radiotherapy.

Intellectual property status

Protected by patent P202031190

Current development status

The technology related to the synthesis method is developed.

Desired business relationship

Commercial agreement; License agreement; Technical cooperation: further development; Technical cooperation: testing new applications; Technical cooperation: adaptation to specific needs.

Intellectual property status

Attached documents

Related Keywords

  • Biological Sciences
  • Agriculture and Marine Resources
  • Agrofood Industry
  • Protecting Man and Environment
  • Genetic Engineering / Molecular Biology
  • Medical Health related
  • Industrial Products
  • Other
  • cancer
  • antitumor
  • Iridium
  • iridium (iii) photocatalyst
  • photocatalytic properties
  • regioselective thiocyanation
  • photosensitizer
  • photodynamic therapy

About UNIVERSIDAD DE BURGOS

The aim of the The Technology Transfer Office (TTO) of the Univesidad de Burgos is to promote Innovation technology through the reseach results transfer and the conexions between the University and the new needs and requirements of the society - we are the link between the University and the Industry. Contact person: José Manuel López (jmllopez@ubu.es)

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